Cheap Flights from Milan to Chicago, IL from $344

Return flight: Chicago – Milan

On you will find 2 connecting flights from Milan to Chicago. You can compare airfare deals from 2 airlines and multiple travel sites from $344, book and save on cheap plane tickets and last minute offers. Also check out MIL-CHI flight schedule to find best flight time, convenient departure and arrival airports.

Find One-Way and Round-Trip Milan to Chicago Flight Deals

To find the cheapest one way airline ticket select the date with the lowest price on the calendar below and click «Find Flights». To search for round-trip flight deals click on the link «Check prices for return flights» and select the date of the return flight. Cheapest flights in November: $344 (one-way), $590 (round-trip).
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Full flight schedule will help you in detecting at what time planes fly from Milan to Chicago. You can also specify the concrete flights and airlines on the route and how long the flight actually is. Use the calendar for today, tomorrow or other specific date as some flights are available only on certain days of the week.
Departure Arrival Flight Details Flight Duration Price
14:50 — 17:35
+1 day
14:50 — 18:45 TK1896 Turkish Airlines
Milan — Istanbul
19h 25m stop
14:10 — 17:35 TK5 Turkish Airlines
Istanbul — Chicago
33h 45m
including layover
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21:45 — 18:40
+1 day
21:45 — 23:15 EI437 Aer Lingus
Milan — Dublin
16h 55m stop
16:10 — 18:40 EI125 Aer Lingus
Dublin — Chicago
27h 55m
including layover
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*Departure and arrival times - local. Updated on April 23, 2024

Flight Information

Below we will explain in detail what the flights cost on the destination from Milan to Chicago depends on and how to choose the most interesting flight option for you.

Distance between Milan and Chicago is 7289 miles. Time difference between the cities is 7h. Airplanes depart 14:50 to 21:45 from 4 Milan airports and arrive 14:50 to 21:45 to 7 Chicago airports. Average flight time is 30h 50m.

  • The fastest flight 27h 55m
  • Average flight time 30h 50m
  • The earliest flight 14:50
  • The latest flight 21:45
  • Distance 4530 ml

What is the lowest airfare Milan to Chicago?

The cheapest plane ticket found by our users is $344. This airfare is for economy class on one-way TK1896 flight by Turkish Airlines for June 7, 2020 which leaves Malpensa in Milan at 14:50 am and arrives at Chicago O'Hare International at 17:35.

Economy class
Business class
First class

Popular Airlines on the Route

The flight Milan — Chicago is served by 2 regular airlines . Most of the flights on this route are operated by Aer Lingus - 1 departures per week at the price of from $ 574 . And the most expensive tickets are offered by Aer Lingus airline - from $ 574.

Direct flights

There’re no direct flights on this route. Try flights with stops.

Connecting Flights

There are 2 flights with layovers on the route. The fastest connecting flight is EI437 by Aer Lingus takes 27h 55m and the cheapest is TK1896 by Turkish Airlines for $344.

  • EI - Aer Lingus
    from $574
  • TK - Turkish Airlines
    from $344
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You can fly from Milan to Chicago from 4 airports (Linate, Malpensa, Milan Bergamo (Orio al Serio), Segrate).

Milan airports

  • Linate-LIN
  • Malpensa-MXP
    from $344
  • Milan Bergamo (Orio al Serio)-BGY
  • Segrate-SWK

Chicago airports

  • O'Hare International-ORD
  • Midway-MDW
  • Dupage County-DPA
  • Chicago FSS-CHI
  • Merrill C Meigs (closed)-CGX
  • Pal-Waukee-PWK
  • Chicago NAS-NOH

How to book a plane ticket yourself?

How to book an air ticket yourself?
  • Fill in the search parameters — cities of departure and destination, departure and return dates and click «Find flights»
  • Select the best flight that you like. Please, check the airports of departure and arrival. Select the best fare, but pay attention to the following flight details - airports of departure and arrival, flight duration and layovers. Please use filters and sort to find the best flight.
  • Click «Buy» when you are ready — our system will redirect you to the site that sells the selected flight ticket.
  • Fill in all passenger and payment information — passport and contact information, please double check all passengers’ names and make a payment for your itinerary.
  • That's it — you will receive an email with your e-ticket usually within 10 minutes after your flight is confirmed. Please, print the e-ticket and have it with you at the airport. You would need to have only a passport and/or a required form of ID to travel. Please, check your Visa requirements if you travel outside of the United States or Canada.

    To find a plane ticket, please select dates.